GB1438940A - 17beta-haloalkoxycarbonyl-17alpha-oxysteroids - Google Patents
17beta-haloalkoxycarbonyl-17alpha-oxysteroidsInfo
- Publication number
- GB1438940A GB1438940A GB3383472A GB3383472A GB1438940A GB 1438940 A GB1438940 A GB 1438940A GB 3383472 A GB3383472 A GB 3383472A GB 3383472 A GB3383472 A GB 3383472A GB 1438940 A GB1438940 A GB 1438940A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluoro
- methyl
- diene
- oxo
- prepared
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 fluoro- Chemical class 0.000 abstract 4
- 150000003431 steroids Chemical class 0.000 abstract 4
- 159000000000 sodium salts Chemical class 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- WNYLPFCKNQAAMB-PPUNREKOSA-N (8s,9s,10r,11s,13s,14s,16r,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O WNYLPFCKNQAAMB-PPUNREKOSA-N 0.000 abstract 1
- JAYSHJDWZOGSAR-DEPCRRQNSA-N (8s,9s,10r,13s,14s)-13-ethyl-10-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CCC[C@@]1(CC)CC2 JAYSHJDWZOGSAR-DEPCRRQNSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229940121363 anti-inflammatory agent Drugs 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- PJGJQVRXEUVAFT-UHFFFAOYSA-N chloroiodomethane Chemical compound ClCI PJGJQVRXEUVAFT-UHFFFAOYSA-N 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
- C07J3/005—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom the carbon atom being part of a carboxylic function
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3383472A GB1438940A (en) | 1972-07-19 | 1972-07-19 | 17beta-haloalkoxycarbonyl-17alpha-oxysteroids |
| US00379471A US3856828A (en) | 1972-07-19 | 1973-07-16 | Anti-inflammatory steroids of the androstane series having a halo-substituted c{11 {14 c{11 {11 alkoxy carbonyl group at the 17{62 {0 position |
| ES417012A ES417012A2 (es) | 1972-07-19 | 1973-07-17 | Mejoras introducidas en el objeto de la patente principal, num. 399.057. |
| LU68039A LU68039A1 (bg) | 1972-07-19 | 1973-07-18 | |
| CA176,804A CA1034565A (en) | 1972-07-19 | 1973-07-18 | ANDROSTANE-17.beta.-CARBOXYLIC ACIDS DERIVATIVES |
| DK397073A DK133158C (da) | 1972-07-19 | 1973-07-18 | Analogifremgangsmade til fremstilling af 3-oxo-17alfa-acyloxyandrost-4-en-17beta-carboxylsyreestere |
| NL7309992A NL7309992A (bg) | 1972-07-19 | 1973-07-18 | |
| IL42779A IL42779A (en) | 1972-07-19 | 1973-07-18 | 17alpha-acyloxy-3-oxo-androst-4-ene 17beta-carboxylic acid esters |
| ZA734896A ZA734896B (en) | 1972-07-19 | 1973-07-18 | Novel steroids of the androstane series |
| JP48082604A JPS5750800B2 (bg) | 1972-07-19 | 1973-07-18 | |
| AU58252/73A AU473714B2 (en) | 1972-07-19 | 1973-07-18 | Anti-inflammatory steroids of the androstane series |
| CH1047973A CH619968A5 (bg) | 1972-07-19 | 1973-07-18 | |
| DE19732336633 DE2336633A1 (de) | 1972-07-19 | 1973-07-18 | Steroidverbindungen |
| IE1223/73A IE37925B1 (en) | 1972-07-19 | 1973-07-18 | 17 beta-haloalkoxycarbonyl-17 alpha-oxy steroids |
| BE133591A BE802481R (fr) | 1972-07-19 | 1973-07-18 | Composes steroides a activite anti-phlogistique |
| PH14839A PH14795A (en) | 1972-07-19 | 1973-07-18 | Steroids of androstane series |
| FR7326267A FR2192840B2 (bg) | 1972-07-19 | 1973-07-18 | |
| SE7310070A SE396079B (sv) | 1972-07-19 | 1973-07-18 | Forfarande for framstellning av nya anti-inflammatoriska steroider tillhorande androstan-serien |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3383472A GB1438940A (en) | 1972-07-19 | 1972-07-19 | 17beta-haloalkoxycarbonyl-17alpha-oxysteroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1438940A true GB1438940A (en) | 1976-06-09 |
Family
ID=10358062
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3383472A Expired GB1438940A (en) | 1972-07-19 | 1972-07-19 | 17beta-haloalkoxycarbonyl-17alpha-oxysteroids |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3856828A (bg) |
| JP (1) | JPS5750800B2 (bg) |
| AU (1) | AU473714B2 (bg) |
| BE (1) | BE802481R (bg) |
| CA (1) | CA1034565A (bg) |
| CH (1) | CH619968A5 (bg) |
| DE (1) | DE2336633A1 (bg) |
| DK (1) | DK133158C (bg) |
| ES (1) | ES417012A2 (bg) |
| FR (1) | FR2192840B2 (bg) |
| GB (1) | GB1438940A (bg) |
| IE (1) | IE37925B1 (bg) |
| IL (1) | IL42779A (bg) |
| LU (1) | LU68039A1 (bg) |
| NL (1) | NL7309992A (bg) |
| PH (1) | PH14795A (bg) |
| SE (1) | SE396079B (bg) |
| ZA (1) | ZA734896B (bg) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2422688A1 (fr) * | 1978-02-08 | 1979-11-09 | Glaxo Group Ltd | Steroide antiphlogistique de la serie de l'androstane |
| US6750210B2 (en) | 2000-08-05 | 2004-06-15 | Smithkline Beecham Corporation | Formulation containing novel anti-inflammatory androstane derivative |
| US6759398B2 (en) | 2000-08-05 | 2004-07-06 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative |
| US6777400B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US6777399B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US6787532B2 (en) | 2000-08-05 | 2004-09-07 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivatives |
| WO2004112800A1 (en) * | 2003-06-19 | 2004-12-29 | Bodor Nicholas S | Enhancement of activity and/or duration of action of selected anti-inflammatory steroids |
| US6858593B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US6858596B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivative |
| US6878698B2 (en) | 2001-04-07 | 2005-04-12 | Glaxo Group Limited | Anti-inflammatory androstane derivatives |
| US7125985B2 (en) | 2000-08-05 | 2006-10-24 | Glaxo Group Limited | Compounds useful in the manufacture of an anti-inflammatory androstane derivative |
| US7291608B2 (en) | 2001-04-30 | 2007-11-06 | Glaxo Group Limited | Anti-inflammatory 17.β.-carbothioate ester derivatives of androstane with a cyclic ester group in position 17.α |
| US7498321B2 (en) | 2000-08-05 | 2009-03-03 | Glaxo Group Limited | 17β-carbothioate 17α-arylcarbonyloxyloxy androstane derivative as anti-inflammatory agents |
| US8163723B2 (en) | 2002-06-14 | 2012-04-24 | Cipla Limited | Combination of azelastine and steroids |
| US9290446B2 (en) | 2010-10-27 | 2016-03-22 | Hovione Inter Limited | Electrophilic reagents for monohalomethylation, their preparation and their uses |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3943124A (en) * | 1970-12-17 | 1976-03-09 | Gordon Hanley Phillipps | Chemical compounds |
| US3989686A (en) * | 1972-06-15 | 1976-11-02 | Glaxo Laboratories Limited | Anaesthetic steroids of the androstane series and process for preparing same |
| US4093721A (en) * | 1974-08-30 | 1978-06-06 | Glaxo Laboratories Limited | Pharmaceutical compositions of 6α,9α-difluoro-androst-4-ene-17β-carboxylates and derivatives thereof |
| GB1514476A (en) * | 1974-08-30 | 1978-06-14 | Glaxo Lab Ltd | Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene-17beta-carboxylates |
| DK118776A (da) * | 1975-03-21 | 1976-09-22 | Schering Ag | Pregnansyrederivater |
| CH628355A5 (de) * | 1976-02-24 | 1982-02-26 | Ciba Geigy Ag | Verfahren zur herstellung neuer androstadien-17beta-carbonsaeuren und ihrer ester und salze. |
| US4187301A (en) * | 1978-04-05 | 1980-02-05 | Syntex (U.S.A.) Inc. | 17 Beta-thiocarboxylic acid esters of 6 alpha, 6 beta-difluoro-3-oxoandrost-4-enes |
| US4188385A (en) * | 1978-04-05 | 1980-02-12 | Syntex (U.S.A.) Inc. | Thioetianic acid derivatives |
| US4252729A (en) * | 1978-05-12 | 1981-02-24 | Hoffmann-La Roche Inc. | Steroids and process for their manufacture |
| CH651307A5 (de) * | 1980-02-15 | 1985-09-13 | Glaxo Group Ltd | Androsta-carbothiosaeuren und verfahren zu ihrer herstellung. |
| US4996335A (en) * | 1980-07-10 | 1991-02-26 | Nicholas S. Bodor | Soft steroids having anti-inflammatory activity |
| US4710495A (en) * | 1980-07-10 | 1987-12-01 | Otsuka Pharmaceutical Co., Ltd. | Soft steroids having anti-inflammatory activity |
| SE449106B (sv) * | 1980-07-10 | 1987-04-06 | Otsuka Pharma Co Ltd | Steroid med anti-inflammatorisk verkan samt komposition innehallande denna |
| PT73772B (en) * | 1980-10-06 | 1983-10-14 | Glaxo Group Ltd | Topically administrable pharmaceutical compositions containing anti-inflammatory steroids |
| SE8306370D0 (sv) * | 1983-11-18 | 1983-11-18 | Draco Ab | Novel androstane-17beta-carboxylic acid esters, a process and intermediates for their preparation, compositions and method for the treatment of inflammatory conditions |
| SE8501693D0 (sv) * | 1985-04-04 | 1985-04-04 | Draco Ab | Novel 16,17-acetalsubstituted androstane-17beta-carboxylic acid esters |
| IL78144A0 (en) * | 1985-04-04 | 1986-07-31 | Draco Ab | Novel androstane-17beta-carboxylic acid esters |
| US4686214A (en) * | 1985-10-30 | 1987-08-11 | Alcon Laboratories, Inc. | Anti-inflammatory compounds for ophthalmic use |
| DE3786174T2 (de) * | 1987-10-13 | 1993-10-21 | Nicholas S Bodor | Weiche steroide mit anti-entzündungswirkung. |
| US5981517A (en) * | 1996-05-09 | 1999-11-09 | Soft Drugs, Inc. | Androstene derivatives |
| GB0015876D0 (en) * | 2000-06-28 | 2000-08-23 | Novartis Ag | Organic compounds |
| GB0125259D0 (en) * | 2001-10-20 | 2001-12-12 | Glaxo Group Ltd | Novel compounds |
| AU2003202044A1 (en) * | 2002-01-15 | 2003-09-09 | Glaxo Group Limited | 17.alpha-cycloalkyl/cycloylkenyl esters of alkyl-or haloalkyl-androst-4-en-3-on-11.beta.,17.alpha.-diol 17.beta.-carboxylates as anti-inflammatory agents |
| AU2003201693A1 (en) * | 2002-01-21 | 2003-09-02 | Glaxo Group Limited | Non-aromatic 17.alpha.-esters of androstane-17.beta.-carboxylate esters as anti-inflammatory agents |
| GB0202216D0 (en) * | 2002-01-31 | 2002-03-20 | Glaxo Group Ltd | Novel compounds |
| US20050175545A1 (en) * | 2002-02-04 | 2005-08-11 | Keith Biggadike | Formulation for inhalation comprising a glucocorticoid and a beta 2-adrenoreceptor agonist |
| GB0202635D0 (en) * | 2002-02-05 | 2002-03-20 | Glaxo Wellcome Mfg Pte Ltd | Formulation containing novel anti-inflammatory androstane derivative |
| GB0225287D0 (en) * | 2002-10-30 | 2002-12-11 | Glaxo Group Ltd | Novel compounds |
| GB0316290D0 (en) * | 2003-07-11 | 2003-08-13 | Glaxo Group Ltd | Novel compounds |
| US20090124588A1 (en) * | 2005-01-10 | 2009-05-14 | Glaxo Group Limited | Androstane 17-Alpha-Carbonate for Use in the Treatment of Inflammatory and Allergic Conditions |
| US7579335B2 (en) * | 2005-01-10 | 2009-08-25 | Glaxo Group Limited | Androstane 17α-carbonate derivatives for use in the treatment of allergic and inflammatory conditions |
| GB0507165D0 (en) * | 2005-04-08 | 2005-05-18 | Glaxo Group Ltd | Novel crystalline pharmaceutical product |
| US20070245924A1 (en) * | 2006-04-20 | 2007-10-25 | Hofmann Michael A | Reduced abrasion of titanium dioxide pigments produced from the chloride process |
| GB0615108D0 (en) * | 2006-07-28 | 2006-09-06 | Glaxo Group Ltd | Novel formulations |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3636010A (en) * | 1968-12-23 | 1972-01-18 | Ciba Geigy Corp | Esters of steroid-17-carboxylic acids |
| GB1384372A (en) * | 1971-01-20 | 1975-02-19 | Glaxo Lab Ltd | Dereivatives of 17alpha-hydroxyandrost-4-ene-17beta-carboxylic acids |
-
1972
- 1972-07-19 GB GB3383472A patent/GB1438940A/en not_active Expired
-
1973
- 1973-07-16 US US00379471A patent/US3856828A/en not_active Expired - Lifetime
- 1973-07-17 ES ES417012A patent/ES417012A2/es not_active Expired
- 1973-07-18 LU LU68039A patent/LU68039A1/xx unknown
- 1973-07-18 CH CH1047973A patent/CH619968A5/de not_active IP Right Cessation
- 1973-07-18 FR FR7326267A patent/FR2192840B2/fr not_active Expired
- 1973-07-18 DE DE19732336633 patent/DE2336633A1/de not_active Withdrawn
- 1973-07-18 IE IE1223/73A patent/IE37925B1/xx unknown
- 1973-07-18 NL NL7309992A patent/NL7309992A/xx not_active Application Discontinuation
- 1973-07-18 CA CA176,804A patent/CA1034565A/en not_active Expired
- 1973-07-18 BE BE133591A patent/BE802481R/xx active
- 1973-07-18 JP JP48082604A patent/JPS5750800B2/ja not_active Expired
- 1973-07-18 IL IL42779A patent/IL42779A/en unknown
- 1973-07-18 SE SE7310070A patent/SE396079B/xx unknown
- 1973-07-18 PH PH14839A patent/PH14795A/en unknown
- 1973-07-18 AU AU58252/73A patent/AU473714B2/en not_active Expired
- 1973-07-18 ZA ZA734896A patent/ZA734896B/xx unknown
- 1973-07-18 DK DK397073A patent/DK133158C/da not_active IP Right Cessation
Cited By (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2422688A1 (fr) * | 1978-02-08 | 1979-11-09 | Glaxo Group Ltd | Steroide antiphlogistique de la serie de l'androstane |
| US6858596B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivative |
| US6787532B2 (en) | 2000-08-05 | 2004-09-07 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivatives |
| US7541350B2 (en) | 2000-08-05 | 2009-06-02 | Glaxo Group Limited | Formulation containing anti-inflammatory androstane derivative |
| US6777399B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US7125985B2 (en) | 2000-08-05 | 2006-10-24 | Glaxo Group Limited | Compounds useful in the manufacture of an anti-inflammatory androstane derivative |
| US6750210B2 (en) | 2000-08-05 | 2004-06-15 | Smithkline Beecham Corporation | Formulation containing novel anti-inflammatory androstane derivative |
| US6858593B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US7132532B2 (en) | 2000-08-05 | 2006-11-07 | Glaxo Group Limited | Compounds useful in the manufacture of an anti-inflammatory androstane derivative |
| US6777400B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
| US6759398B2 (en) | 2000-08-05 | 2004-07-06 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative |
| US7531528B2 (en) | 2000-08-05 | 2009-05-12 | Glaxo Group Limited | Formulation containing anti-inflammatory androstane derivatives |
| US7144845B2 (en) | 2000-08-05 | 2006-12-05 | Glaxo Group Limited | Compounds useful in the manufacture of an anti-inflammatory androstane derivative |
| US7498321B2 (en) | 2000-08-05 | 2009-03-03 | Glaxo Group Limited | 17β-carbothioate 17α-arylcarbonyloxyloxy androstane derivative as anti-inflammatory agents |
| US7629335B2 (en) | 2000-08-05 | 2009-12-08 | Glaxo Group Limited | Anti-inflammatory androstane derivative |
| US6878698B2 (en) | 2001-04-07 | 2005-04-12 | Glaxo Group Limited | Anti-inflammatory androstane derivatives |
| US7291608B2 (en) | 2001-04-30 | 2007-11-06 | Glaxo Group Limited | Anti-inflammatory 17.β.-carbothioate ester derivatives of androstane with a cyclic ester group in position 17.α |
| US7592329B2 (en) | 2002-02-04 | 2009-09-22 | Glaxo Group Limited | Crystalline complexes of fluticasone-2-furoate |
| US8163723B2 (en) | 2002-06-14 | 2012-04-24 | Cipla Limited | Combination of azelastine and steroids |
| US8168620B2 (en) | 2002-06-14 | 2012-05-01 | Cipla Limited | Combination of azelastine and steroids |
| US8304405B2 (en) | 2002-06-14 | 2012-11-06 | Cipla Limited | Combination of azelastine and ciclesonide for nasal administration |
| US8318709B2 (en) | 2002-06-14 | 2012-11-27 | Cipla Limited | Combination of azelastine and mometasone for nasal administration |
| US8933060B2 (en) | 2002-06-14 | 2015-01-13 | Cipla Limited | Combination of azelastine and ciclesonide for nasal administration |
| US8937057B2 (en) | 2002-06-14 | 2015-01-20 | Cipla Limited | Combination of azelastine and mometasone for nasal administration |
| US9259428B2 (en) | 2002-06-14 | 2016-02-16 | Cipla Limited | Combination of azelastine and fluticasone for nasal administration |
| US9901585B2 (en) | 2002-06-14 | 2018-02-27 | Cipla Limited | Combination of azelastine and fluticasone for nasal administration |
| US7419971B2 (en) | 2003-06-19 | 2008-09-02 | Bodor Nicholas S | Enhancement of activity and/or duration of action of selected anti-inflammatory steroids for topical or other local application |
| US7776846B2 (en) | 2003-06-19 | 2010-08-17 | Bodor Nicholas S | Enhancement of activity and/or duration of action of selected anti-inflammatory steroids for topical or other local application |
| WO2004112800A1 (en) * | 2003-06-19 | 2004-12-29 | Bodor Nicholas S | Enhancement of activity and/or duration of action of selected anti-inflammatory steroids |
| US9290446B2 (en) | 2010-10-27 | 2016-03-22 | Hovione Inter Limited | Electrophilic reagents for monohalomethylation, their preparation and their uses |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7309992A (bg) | 1974-01-22 |
| ZA734896B (en) | 1974-12-24 |
| IE37925L (en) | 1974-01-19 |
| CH619968A5 (bg) | 1980-10-31 |
| DK133158B (da) | 1976-03-29 |
| AU473714B2 (en) | 1976-07-01 |
| ES417012A2 (es) | 1976-04-16 |
| FR2192840B2 (bg) | 1976-12-24 |
| US3856828A (en) | 1974-12-24 |
| BE802481R (fr) | 1974-01-18 |
| SE396079B (sv) | 1977-09-05 |
| CA1034565A (en) | 1978-07-11 |
| AU5825273A (en) | 1975-01-23 |
| PH14795A (en) | 1981-12-09 |
| IL42779A (en) | 1977-04-29 |
| DE2336633A1 (de) | 1974-01-31 |
| DK133158C (da) | 1976-09-06 |
| FR2192840A2 (bg) | 1974-02-15 |
| JPS5750800B2 (bg) | 1982-10-28 |
| IE37925B1 (en) | 1977-11-09 |
| LU68039A1 (bg) | 1973-09-26 |
| JPS4980058A (bg) | 1974-08-02 |
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| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |